Transition-Metal-Free Trifluoromethylation of Aldehyde Derivatives with Sodium Trifluoromethanesulfinate

被引:25
|
作者
Tan, Zheng [1 ]
Zhang, Shiwei [1 ]
Zhang, Yan [1 ]
Li, Yunpeng [1 ]
Ni, Minjie [1 ]
Feng, Bainian [1 ]
机构
[1] Jiangnan Univ, Sch Pharmaceut Sci, Wuxi 214122, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 18期
基金
中国国家自然科学基金;
关键词
COPPER-CATALYZED TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; CARBONYL-COMPOUNDS; FUNCTIONAL-GROUPS; IODINE PENTOXIDE; LANGLOIS REAGENT; C=N BOND; ALKENES; HYDRAZONES; PERFLUOROALKYLATION;
D O I
10.1021/acs.joc.7b01359
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free and cost-effective synthetic protocol for the trifluoromethylation of N,N-disubstituted hydra-zones with Langlois's reagent (CF3SO2Na) to afford the corresponding functionalized trifluoromethyl ketone hydra-zones has been established. It is proposed that a radical/SET mechanism proceeding via a trifluoroalkyl radical may be involved in the reaction. Applications of the methodology in industry will be found and the development of new methods for trifluoromethylation with Langlois's reagent will be continued in our laboratory.
引用
收藏
页码:9384 / 9399
页数:16
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